HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Cayman Islands

$286+ Cheap flights from San Jose, CA (SJC) to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — GCM
Jun 11 — Jun 181
Thu 6/11
Thu 6/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San Jose to Cayman Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from San Jose to Cayman Islands

Cheapest flights from San Jose to Cayman Islands
Explore the most affordable flight options available from San Jose to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 12, 2026.

This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/282:35 pm
SJC
-
GCM
2 stops18h 26m
American Airlines
Sat 7/411:56 am
GCM
-
SJC
2 stops24h 54m
American Airlines
Deal found 5/11$682
This American Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1812:38 pm
SJC
-
GCM
2 stops20h 23m
American Airlines
Sat 6/273:35 pm
GCM
-
SJC
1 stop9h 37m
American Airlines
Deal found 5/12$797
This United Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/24:00 pm
SJC
-
GCM
2 stops21h 30m
United Airlines
Wed 11/45:45 pm
GCM
-
SJC
2 stops26h 58m
United Airlines
Deal found 5/11$802
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2712:38 pm
SJC
-
GCM
2 stops20h 52m
American Airlines
Fri 7/35:10 pm
GCM
-
SJC
2 stops19h 40m
American Airlines
Deal found 5/11$847
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/292:35 pm
SJC
-
GCM
1 stop21h 00m
American Airlines
Fri 7/35:10 pm
GCM
-
SJC
2 stops19h 40m
American Airlines
Deal found 5/11$864
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/291:40 pm
SJC
-
GCM
2 stops19h 54m
Delta
Sat 7/412:59 pm
GCM
-
SJC
1 stop10h 43m
Delta
Deal found 5/11$884
This United Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/186:37 pm
SJC
-
GCM
2 stops40h 53m
United Airlines
Sat 6/274:45 pm
GCM
-
SJC
2 stops46h 39m
United Airlines
Deal found 5/12$896
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/282:35 pm
SJC
-
GCM
1 stop21h 00m
American Airlines
Fri 7/35:10 pm
GCM
-
SJC
2 stops19h 40m
American Airlines
Deal found 5/11$911
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2712:38 pm
SJC
-
GCM
2 stops25h 33m
American Airlines
Sat 7/44:07 pm
GCM
-
SJC
2 stops21h 52m
American Airlines
Deal found 5/11$917
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2712:38 pm
SJC
-
GCM
2 stops20h 23m
American Airlines
Sun 7/55:10 pm
GCM
-
SJC
2 stops19h 40m
American Airlines
Deal found 5/11$922

Find flight deals from San Jose to Cayman Islands

Keep the following information in mind while searching for San Jose to Cayman Islands flight deals. Data was last updated May 12, 2026.

Round-trip from

$682
(American Airlines)

One-way from

$286
(American Airlines)
From San Jose to Cayman Islands
Search Deals
One-way flight from San Jose to Cayman Islands
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 12, 2026.
Use the filters below to find and compare flights from San Jose to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Sun 6/28

2:35 pm-11:01 am

2 stops18h 26m

George Town Owen Roberts Intl

Sat 7/4

11:56 am-10:50 am

2 stops24h 54m

$682
Quickest round-trip

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Thu 6/18

12:38 pm-11:01 am

2 stops20h 23m

George Town Owen Roberts Intl

Sat 6/27

3:35 pm-11:12 pm

1 stop9h 37m

$797

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Mon 11/2

6:30 pm-4:30 pm

2 stops19h 00m

George Town Owen Roberts Intl

Wed 11/4

5:45 pm-5:43 pm

2 stops26h 58m

$802

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Fri 5/22

2:32 pm-1:30 pm

2 stops20h 58m

George Town Owen Roberts Intl

Fri 5/29

1:35 pm-1:24 pm

2 stops25h 49m

$942
Cheapest one-way
Quickest one-way

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 6/9

12:40 pm-11:01 am

2 stops20h 21m

$286

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 6/9

1:10 pm-12:30 pm

1 stop21h 20m

$599

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

Tue 6/9

10:22 am-2:45 pm

3 stops50h 23m

$666

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

Sorted by cheapest first

Best time to book a flight from San Jose to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from San Jose with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from San Jose to the Cayman Islands
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from San Jose to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from San Jose to Cayman Islands?

    For a flight from San Jose to Cayman Islands, you will be flying from San Jose. San Jose (SJC) is just 2.9 mi from the center of the city.

  • How long is the flight from San Jose, California to Cayman Islands?

    For as low as $682, American Airlines can have you in Cayman Islands from San Jose, California in 18h 26m. Airlines will cover a distance of 2735 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from San Jose to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on San Jose to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Jose to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Jose to Cayman Islands.

  • Can I find deals for business class flights from San Jose to Cayman Islands?

    Yes. Cheapflights offers flight deals from San Jose to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.